Windstar

Cruises Aboard the Wind Surf

Windstar's WInd Surf sailing yacht at sea.

Upcoming Windstar Cruises Aboard the Wind Surf

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A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$3,267

per person*

taxes & fees included

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

14-night Star Collector: Caribbean Explorations Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$5,519

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Classic Caribbean Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$2,851

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 2 more offers
Windstar

6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$4,367

per person*

taxes & fees included

An aerial view of Road Bay, Anguilla, showing a pristine white sand beach, lush green vegetation, and the stunningly clear turquoise water of the Caribbean Sea.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

21-night Star Collector: Spectacular Transatlantic Journey: Caribbean To The Azores Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$6,894

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

14-night Ocean Crossings + Ponta Delgada, Azores Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$3,426

per person*

taxes & fees included

A historic fortress, the Castle of La Calahorra, stands on a hilltop overlooking a town with white-washed houses below, under a blue sky with scattered clouds in Almería, Spain.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

22-night Star Collector: Atlantic Interludes & Iberian Indulgences Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$6,488

per person*

taxes & fees included

Historic cityscape of Porto, Portugal, along the Douro River at dusk.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

12-night Portuguese Passages & Spanish Shorelines Cruise/Land Package

Aboard

Wind Surf

From

Lisbon, Portugal

Published prices from

$6,423

per person*

taxes & fees included

Plaza Mayor in Madrid, Spain.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

12-night Spanish Symphony & Madrid Medley Cruise/Land Package

Aboard

Wind Surf

From

Lisbon, Portugal

Published prices from

$9,521

per person*

taxes & fees included

A scenic panoramic shot from the top of the Rock of Gibraltar, overlooking the city, marina, and the Mediterranean Sea under a bright blue sky.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

8-night Spanish Serenade Cruise

Aboard

Wind Surf

From

Lisbon, Portugal

Published prices from

$5,021

per person*

taxes & fees included

A wide-angle, twilight shot of the famous La Croisette promenade in Cannes, France, with its luxurious hotels, sandy beaches, and beautiful ocean views lit up at dusk.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 2 more offers
Windstar

16-night Star Collector: Enchantment Of The Western Med Cruise

Aboard

Wind Surf

From

Lisbon, Portugal

Published prices from

$6,566

per person*

taxes & fees included

A wide-angle, twilight shot of the famous La Croisette promenade in Cannes, France, with its luxurious hotels, sandy beaches, and beautiful ocean views lit up at dusk.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

25-night Star Collector: Riviera Rhapsody Cruise

Aboard

Wind Surf

From

Lisbon, Portugal

Plaza Mayor in Madrid, Spain.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

12-night Yachtsman’s Mediterranean Rivieras & Madrid Cruise/Land Package

Aboard

Wind Surf

From

Madrid, Spain

St. Peter's Basilica, Rome cityscape at sunset.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

10-night Vatican & Italian Riviera Cruise/Land Package

Aboard

Wind Surf

From

Barcelona, Spain

Published prices from

$4,946

per person*

taxes & fees included

A beautiful wide shot of the Port of Portoferraio on Elba Island, Italy, showcasing the historic town's terracotta-roofed buildings and fortifications sprawling up the hillside from the blue sea.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Windstar

8-night Yachtsman's Harbors Of The Rivieras Cruise

Aboard

Wind Surf

From

Barcelona, Spain

Published prices from

$3,537

per person*

taxes & fees included

Gondolas on a canal in Venice.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Lake Como & Adriatic Romance Cruise/Land Package

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

Dubrovnik Old Town walls from above.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

9-night Classic Italy & Dalmatian Coast Cruise

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

Published prices from

$4,304

per person*

taxes & fees included

Gondolas on a canal in Venice.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*
Windstar

11-night Lake Como & Adriatic Romance Cruise/Land Package

Aboard

Wind Surf

From

Milan, Italy

Published prices from

$8,547

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

21-night Star Collector: Iconic Italy: Centerpiece Of The Mediterranean Cruise

Aboard

Wind Surf

From

Venice, Italy

St. Peter's Basilica, Rome cityscape at sunset.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

18-night Star Collector: Culture & Charms Of Italy & Croatia Cruise

Aboard

Wind Surf

From

Venice, Italy

Published prices from

$13,535

per person*

taxes & fees included

A stone lion statue in the foreground with the beautiful city of Perast and the Bay of Kotor in Montenegro in the background, featuring red-roofed buildings and a church steeple by the water.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

8-night Classic Italy & Dalmatian Coast Cruise

Aboard

Wind Surf

From

Venice, Italy

Published prices from

$4,647

per person*

taxes & fees included

A panoramic sunset view from the ancient Greek Theatre of Taormina in Sicily, Italy, overlooking the city of Giardini Naxos, with Mount Etna in the background under a beautiful orange and pink sky.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

10-night Vatican & Croatian Coastlines Cruise/Land Package

Aboard

Wind Surf

From

Venice, Italy

Published prices from

$6,647

per person*

taxes & fees included

A scenic view of the city of Bonifacio, Corsica, with its historic buildings perched precariously on the edge of a dramatic white limestone cliff overlooking the turquoise Mediterranean Sea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

13-night Historic Harbors Of Italy & Beyond Cruise

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

Published prices from

$8,045

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Sicilian Splendors Cruise

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

Published prices from

$7,537

per person*

taxes & fees included

A scenic view of the city of Bonifacio, Corsica, with its historic buildings perched precariously on the edge of a dramatic white limestone cliff overlooking the turquoise Mediterranean Sea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

3-night Quick Getaways: La Dolce Vita In Italy & France Cruise

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

Published prices from

$1,607

per person*

taxes & fees included

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.

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Cruise Ships

Wind Surf

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